(+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate

Base Information

Chemical Name:(+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate
CAS No.:161266-91-7
Molecular Formula:C₂₄H₃₃IO₂
Molecular Weight:480.429
Hs Code.:

Synonyms:(+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate

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Chemical Property of (+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate

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Technology Process of (+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate

There total 5 articles about (+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 107408-27-5
(Z)-6-iodohex-5-enal

: 155795-48-5
(diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

: 161266-91-7
(+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate

Guidance literature:: (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

(Z)-6-iodohex-5-enal; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

: 928-90-5
5-hexyl-1-ol

: 161266-91-7
(+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: nBuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 94 percent / I₂ / hexane; tetrahydrofuran / 1.5 h / 20 °C

2.1: dipotassium azodicarboxylate; acetic acid / methanol; pyridine / 15 h / 0 °C

2.2: 48 percent / nBuNH₂ / CH₂Cl₂ / 12 h

3.1: 67 percent / PCC / CH₂Cl₂ / 1.5 h / 20 °C

4.1: NaH / tetrahydrofuran / 0.08 h / 0 °C

4.2: 89 percent / tetrahydrofuran / 3 h / 20 °C

With n-butyllithium; potassium diazodicarboxylate; sodium hydride; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; 1.1: Metallation / 1.2: Iodination / 2.1: Hydrogenation / 2.2: Reduction / 3.1: Dehydrogenation / 4.1: Metallation / 4.2: olefination;

Reference yield:

: 71804-27-8
(1R,2S,5R)-(+)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl chloroacetate

: 161266-91-7
(+)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 8-iodoocta-2,7-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / 8 h / Heating

2.1: NaH / tetrahydrofuran / 0.08 h / 0 °C

2.2: 89 percent / tetrahydrofuran / 3 h / 20 °C

With sodium hydride; In tetrahydrofuran; 1.1: Substitution / 2.1: Metallation / 2.2: olefination;